Holiday lettings in Winchester - Wimdu base64Hash Holiday lettings in Winchester - Wimdu

Holiday lettings in Winchester

Anytime
Guests
Anytime
Guests
Choose from 847 holiday lettings and homes for your trip!

Best-rated holiday lettings in Winchester

Discover holiday rentals with top-notch guest ratings

Cottage Cheriton
from £108 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with terrace, garden & BBQ

5.0
Outstanding(64 ratings)
Cheriton, City of Winchester, United Kingdom
View deal
Cottage Bishop's Waltham
from £104 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with garden, barbeque & terrace

5.0
Outstanding(39 ratings)
Bishop's Waltham, City of Winchester, United Kingdom
View deal
Cottage Winchester
from £85 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

4.8
Outstanding(25 ratings)
Winchester, City of Winchester, United Kingdom
View deal

Pet-friendly rentals in Winchester

Explore best dog-friendly accommodation offers and enjoy holidays with your pet

Cottage Beauworth
from £116 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Child-friendly cottage with barbeque & garden | River view | Pet-friendly

5.0
Outstanding(1 rating)
Beauworth, City of Winchester, United Kingdom
Pet-friendly
View deal
Cottage Durley
from £87 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden

Durley, City of Winchester, United Kingdom
Pet-friendly
View deal
Cottage Kings Worthy
from £84 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden | River view

Kings Worthy, City of Winchester, United Kingdom
Pet-friendly
View deal
See all pet-friendly offers

Best holiday rental offers in Winchester

Lodge Pitt
from £128 per night
Lodge ∙ 6 guests ∙ 3 bedrooms

Fully equipped charming lodge with jacuzzi, terrace & BBQ | Pets allowed

4.7
Excellent(6 ratings)
Pitt, Hursley, City of Winchester
View deal
House Curbridge
from £200 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly beautiful house with garden & barbecue | Pet-friendly

5.0
Outstanding(2 ratings)
Curbridge, Curdridge, City of Winchester
View deal
Chalet Bighton
from £87 per night
Chalet ∙ 2 guests ∙ 2 bedrooms

Child-friendly chalet with jacuzzi

Bighton, City of Winchester, United Kingdom
View deal
Cottage Winchester
from £84 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with 2 bedrooms for 4 persons

Winchester, City of Winchester, United Kingdom
View deal
Cottage Winchester
from £71 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

Winchester, City of Winchester, United Kingdom
View deal
Chalet Bighton
from £61 per night
Chalet ∙ 2 guests ∙ 1 bedroom

Chalet with jacuzzi

Bighton, City of Winchester, United Kingdom
View deal
Cottage Winchester
from £108 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Family-friendly cottage with barbecue, garden & terrace

Winchester, City of Winchester, United Kingdom
View deal
Cottage Itchen Stoke
from £300 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden

5.0
Outstanding(10 ratings)
Itchen Stoke, Itchen Stoke and Ovington, City of Winchester
View deal
Cottage Owslebury
from £108 per night
Cottage ∙ 2 guests ∙ 2 bedrooms

Cottage with garden

5.0
Outstanding(1 rating)
Owslebury, City of Winchester, United Kingdom
View deal
Cottage Twyford
from £82 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with barbecue, garden & terrace

4.8
Outstanding(101 ratings)
Twyford, City of Winchester, United Kingdom
View deal
Cabin Denmead
from £101 per night
Cabin ∙ 2 guests ∙ 2 bedrooms

Cabin with 2 bedrooms for 2 persons

Denmead, City of Winchester, United Kingdom
View deal
Apartment Winchester
from £92 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Flat with garden | City view

4.7
Excellent(56 ratings)
Winchester, City of Winchester, United Kingdom
View deal
Cottage Corhampton and Meonstoke
from £170 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with terrace & garden

5.0
Outstanding(24 ratings)
Corhampton and Meonstoke, City of Winchester, United Kingdom
View deal
Cottage Winchester
from £150 per night
Cottage ∙ 3 guests ∙ 2 bedrooms

Lovely cottage with garden | Pet-friendly

Winchester, City of Winchester, United Kingdom
View deal
Cottage Winchester
from £93 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden | River view

Winchester, City of Winchester, United Kingdom
View deal
Cottage Bishop's Waltham
from £102 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Family-oriented pleasant cottage with barbecue, garden & terrace

5.0
Outstanding(39 ratings)
Bishop's Waltham, City of Winchester, United Kingdom
View deal
Cottage Beauworth
from £135 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Fully equipped lovely cottage with barbeque & garden | Lake view | Pets allowed

4.9
Outstanding(7 ratings)
Beauworth, City of Winchester, United Kingdom
View deal
Cottage Twyford
from £126 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage with barbecue & garden

5.0
Outstanding(3 ratings)
Twyford, City of Winchester, United Kingdom
View deal
Cottage Beauworth
from £117 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Fully equipped cottage with barbecue & garden | Lake view | Pet-friendly

5.0
Outstanding(4 ratings)
Beauworth, City of Winchester, United Kingdom
View deal
House Winchester
from £315 per night
House ∙ 4 guests ∙ 3 bedrooms

Fully equipped wonderful holiday home with garden

5.0
Outstanding(2 ratings)
Winchester, City of Winchester, United Kingdom
View deal
Lodge Pitt
from £119 per night
Lodge ∙ 6 guests ∙ 3 bedrooms

Lodge with garden, terrace & barbecue

5.0
Outstanding(5 ratings)
Pitt, Hursley, City of Winchester
View deal
Cottage Winchester
from £170 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & terrace | City view | Perfect for remote work

5.0
Outstanding(4 ratings)
Winchester, City of Winchester, United Kingdom
View deal
Cottage Bishop's Waltham
from £144 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Child-friendly cottage with garden

Bishop's Waltham, City of Winchester, United Kingdom
View deal
Cottage Shedfield
from £80 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden, terrace & barbeque | City view

4.9
Outstanding(23 ratings)
Shedfield, City of Winchester, United Kingdom
View deal
House Denmead
from £137 per night
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped nice holiday home with garden, barbecue & jacuzzi | Pets allowed

Denmead, City of Winchester, United Kingdom
View deal
Cottage Winchester
from £314 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden, barbecue & terrace | Perfect for remote work

Winchester, City of Winchester, United Kingdom
View deal
House Winchester
from £261 per night
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped house with terrace

5.0
Outstanding(12 ratings)
Winchester, City of Winchester, United Kingdom
View deal
Cottage Headbourne Worthy
from £168 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with BBQ & garden | Nature view

4.7
Excellent(11 ratings)
Headbourne Worthy, City of Winchester, United Kingdom
View deal
Cottage Winchester
from £210 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with 2 bedrooms for 4 persons

Winchester, City of Winchester, United Kingdom
View deal
Cottage Kings Worthy
from £84 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden | Lake view

Kings Worthy, City of Winchester, United Kingdom
View deal
Show more in City of Winchester
91 reviews
Travellers who stayed in Winchester rated their holiday home 4/5 on average, based on 91 reviews.

And we love our apartments

Fully equipped charming lodge with jacuzzi, terrace & BBQ | Pets allowed
Family-friendly beautiful house with garden & barbecue | Pet-friendly
Child-friendly chalet with jacuzzi
Cottage with 2 bedrooms for 4 persons
Cottage with garden
Show more in City of Winchester

Features of City of Winchester holiday rentals

💳 Discounts up to 10%
⭐ Popular amenities Parking, Pets allowed and Internet
🏊  Holiday rentals with a pool 80 rentals
🌙 Minimum price starting at £61
🐾 Pet friendly holiday homes 344 rentals
🏡 Rentals available 847 rentals

Beautiful regions abroad to consider for next trip

Beautiful regions near to consider for next trip

image-tag